5-(p-chlorobenzoyl)-4-(ethoxycarbonylmethyl)thieno[3,2-c]thiazole | 1209004-17-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(p-chlorobenzoyl)-4-(ethoxycarbonylmethyl)thieno[3,2-c]thiazole
• 英文别名: Ethyl 2-[5-(4-chlorobenzoyl)thieno[3,2-d][1,3]thiazol-6-yl]acetate；ethyl 2-[5-(4-chlorobenzoyl)thieno[3,2-d][1,3]thiazol-6-yl]acetate
• CAS: 1209004-17-0
• 化学式: C₁₆H₁₂ClNO₃S₂
• 分子量: 365.861
• InChiKey: DEMVKMCSYOZYHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丁炔二酸二甲酯 、 5-(4-chlorobenzoyl)-4-ethoxycarbonylmethyl-3-(1-pyridinio)thiophene-2-thiolate 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 36.0h， 以69%的产率得到5-(p-chlorobenzoyl)-4-(ethoxycarbonylmethyl)thieno[3,2-c]thiazole
  参考文献：
  名称：

  Preparation of New Nitrogen-Bridged Heterocycles. 68. One-Pot Synthesis of 4-Substituted 5-Acylthieno[3,2-d]thiazole Derivatives

  摘要：

  The reactions of 5-acyl-3-(1-pyridinio)thiophene-2-thiolates with dimethyl acetylenedicarboxylate in xylene at the reflux temperature afforded the corresponding 2-unsubstituted 5-acylthieno[3,2-d]thiazoles in 25-69% yields together with dimethyl phthalate as another fragmentation product. In a few reactions, the unexpected products, dimethyl 2-[2-acylthieno[2',3':2,3]-1,4-thiazino[4,5-a]pyrrol-8-ylidene]succinate derivatives, were also isolated, though their yields were very low.

  DOI：

  10.3987/com-09-11852

文献信息

• Preparation of New Nitrogen-Bridged Heterocycles. 68. One-Pot Synthesis of 4-Substituted 5-Acylthieno[3,2-d]thiazole Derivatives
  作者：Akikazu Kakehi、Hiroyuki Suga、Yukihisa Okumura、Takashi Nishi

  DOI：10.3987/com-09-11852

  日期：——

  The reactions of 5-acyl-3-(1-pyridinio)thiophene-2-thiolates with dimethyl acetylenedicarboxylate in xylene at the reflux temperature afforded the corresponding 2-unsubstituted 5-acylthieno[3,2-d]thiazoles in 25-69% yields together with dimethyl phthalate as another fragmentation product. In a few reactions, the unexpected products, dimethyl 2-[2-acylthieno[2',3':2,3]-1,4-thiazino[4,5-a]pyrrol-8-ylidene]succinate derivatives, were also isolated, though their yields were very low.